(4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-iodo-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

• Chemical Name: (4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-iodo-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
• CAS No.: 219552-72-4
• Molecular Formula: C₂₇H₃₄I₂O₈
• Molecular Weight: 740.371

Synonyms:(4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-iodo-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Chemical Property of (4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-iodo-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-iodo-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 2 articles about (4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-iodo-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.2%

(4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-chloro-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (219552-71-3) → (4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-iodo-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (219552-72-4)

Guidance literature:

With sodium iodide; In acetone; for 48h; Heating;

DOI:10.1016/S0040-4020(98)00938-7

Reference yield:

(-)-(4,6-O-benzylidene)phenyl-β-D-glucopyranoside (54502-82-8) → (4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-iodo-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (219552-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60.5 percent / tetrabutylammonium hydrogen sulfate, aq. NaOH / 8 h / Ambient temperature

2: 97.2 percent / NaI / acetone / 48 h / Heating

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium iodide; In acetone;

DOI:10.1016/S0040-4020(98)00938-7

Reference yield: 71.0%

phenethylamine (64-04-0) + (4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-iodo-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (219552-72-4) → phenyl-4,6-O-benzylidene-2,3-dideoxy-β-D-glucopyranosido<2,3-h>-N-(2-phenyl)ethyl-1,4,7,10-tetraoxa-13-azacyclopentadecane

Guidance literature:

With sodium carbonate; In acetonitrile; Heating;

DOI:10.1016/S0040-4020(98)00938-7

upstream raw materials:

(4aR,6S,7R,8S,8aR)-7,8-Bis-[2-(2-chloro-ethoxy)-ethoxy]-6-phenoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

(-)-(4,6-O-benzylidene)phenyl-β-D-glucopyranoside

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